Flight Routes from Portland to Chicago

Compare cheap outbound and return flights from Portland (PWM) to Chicago (CHI) and find the best offer from numerous airlines and travel agencies.

Cheapest roundtrip flight: from€429
Fastest outbound flight: 3h 3min
Fastest inbound flight: 2h 18min
non-stop flights: 16x / week
Flight distance: 1,426 km
Time difference: -1 hour
Airports in Chicago: O'Hare International Airport, IL
Midway International Airport, IL
Rockford, IL

Important flight information

Discover more flights around Portland and Chicago

Departure airport	Airport Portland, ME (PWM)
Arrival airport	Airport Chicago-IL, all airports (CHI)
Destination country	Flights to United States
Departure airport - Destination country	Portland, ME - United States

Alternative routes to United States

Flight Portland - New York from $384
Flight Portland - Fort Myers from $516
Flight Portland - Atlanta from $319
Flight Portland - Washington DC from $399
Flight Portland - Columbus from $362
Flight Portland - Fort Lauderdale from $429
Flight Portland - Birmingham-Alabama from $396
Flight Portland - Los Angeles from $469
Flight Portland - Miami from $422
Flight Portland - Houston-Hobby from $1,434

Alternative flights to Chicago

Flight New York - Chicago from $221
Flight Los Angeles - Chicago from $328
Flight Las Vegas - Chicago from $333
Flight Boston - Chicago from $94
Flight Washington-DC - Chicago from $267
Flight Orlando - Chicago from $210
Flight Miami - Chicago from $426
Flight Denver - Chicago from $236
Flight Fort Myers - Chicago from $493
Flight Tampa - Chicago from $305

Flight destinations with a similar price

Flight Chicago - Amman from $886
Flight Chicago - Montego Bay from $480
Flight Chicago - Melbourne from $1,254
Flight Chicago - Milan from $1,063
Flight Chicago - Curacao from $690
Flight Chicago - Cozumel from $414
Flight Chicago - Durango from $632
Flight Chicago - Doha from $756
Flight Chicago - Luzon - Metropolitan Area from $830
Flight Chicago - Lisbon from $699

Flight destinations with a similar price

Flight Portland - Washington DC from $399
Flight Portland - Fort Lauderdale from $429
Flight Portland - Birmingham-Alabama from $396
Flight Portland - Los Angeles from $469
Flight Portland - Miami from $422
Flight Portland - Norfolk, Virginia from $397
Flight Portland - Myrtle Beach from $407
Flight Portland - Pittsburgh from $428
Flight Portland - Denver from $446
Flight Portland - Akron from $387